DK197484A - Fremgangsmaade til fremstilling af substitueret 2,3-dihydrobenzofuran - Google Patents
Fremgangsmaade til fremstilling af substitueret 2,3-dihydrobenzofuran Download PDFInfo
- Publication number
- DK197484A DK197484A DK197484A DK197484A DK197484A DK 197484 A DK197484 A DK 197484A DK 197484 A DK197484 A DK 197484A DK 197484 A DK197484 A DK 197484A DK 197484 A DK197484 A DK 197484A
- Authority
- DK
- Denmark
- Prior art keywords
- dihydrobenzofuran
- preparing substituted
- formula
- aryl
- branched alkyl
- Prior art date
Links
- HBEDSQVIWPRPAY-UHFFFAOYSA-N 2,3-dihydrobenzofuran Chemical class C1=CC=C2OCCC2=C1 HBEDSQVIWPRPAY-UHFFFAOYSA-N 0.000 title 2
- 125000000217 alkyl group Chemical group 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 2
- -1 organic acid compound Chemical class 0.000 description 2
- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
- C07C37/20—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms using aldehydes or ketones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
- C07C39/15—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings with all hydroxy groups on non-condensed rings, e.g. phenylphenol
- C07C39/16—Bis-(hydroxyphenyl) alkanes; Tris-(hydroxyphenyl)alkanes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/86—Benzo [b] furans; Hydrogenated benzo [b] furans with an oxygen atom directly attached in position 7
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Plural Heterocyclic Compounds (AREA)
Description
""CXtØ"·
OH I OH CH i nærværelse af katalytiske mængder af mindst en uorganiskeller organisk sur forbindelse ved en høj temperatur, idet produkterne fra omlejringen fjernes fra reaktionsblandingen efterhånden som de dannes. 1,l-bis(2-hydroxybenzen)alkyl- og/eller -arylethan opnås ud fra substituerede phenoler og aldehyder under indflydelse af specielle katalysatorer.
Endvidere omfattes 1,l-bis(2,3-dihydroxybenzen}alky1-eller -aryl-methan med formlen: F?2 R2
0H
OH I OH
R hvori R betegner ligekædet eller forgrenet alkyl eller aryl;
Rj, R2 og R3 er ens eller forskellige og betegner H, halogen, ligekædet eller forgrenet alkyl, aryl, alkaryl, -OH, -OR4, -N(R4)2* hvori R4 betegner ligekædet eller forgrenet alkyl. Sådanne forbindelser opnås ved omsætning af en diphenol med formlen:
Ri
r2-^ ^-OH R3 OH med et aldehyd med formlen:
R - CHO i nærværelse af katalytiske mængder af mindst én forbindelse valgt fra gruppen omfattende oxider, hydroxider, alkoholater og carboxylater af metaller, der tilhører grupperne ΙΑ, IIA, I IB og VIIB i det periodiske system, med eller uden tilstedeværelse af et væskeformigt og indifferent (dvs. ikke-reagerende) organisk opløsningsmiddel, idet vandet, der dannes som biprodukt ved reaktionen, eventuelt fjernes efterhånden som det dannes.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT20737/83A IT1161223B (it) | 1983-04-22 | 1983-04-22 | Procedimento per la preparazione di composti 2,3-diidrobenzofurano sostituito |
| IT20740/83A IT1161226B (it) | 1983-04-22 | 1983-04-22 | 1,1-bis (2.3-diidrossibenzen) alchil - o - aril - metani e procedimento per la loro preparazione |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DK197484D0 DK197484D0 (da) | 1984-04-17 |
| DK197484A true DK197484A (da) | 1984-10-23 |
Family
ID=26327640
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK197484A DK197484A (da) | 1983-04-22 | 1984-04-17 | Fremgangsmaade til fremstilling af substitueret 2,3-dihydrobenzofuran |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4564691A (da) |
| EP (1) | EP0127208A1 (da) |
| AU (1) | AU2705884A (da) |
| CA (2) | CA1223605C (da) |
| DK (1) | DK197484A (da) |
| ES (1) | ES8603452A1 (da) |
| IL (1) | IL71560A0 (da) |
| NO (1) | NO841530L (da) |
| SU (1) | SU1375134A3 (da) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0123357A3 (en) * | 1983-04-22 | 1985-07-31 | ENICHIMICA SECONDARIA S.p.A. | Process for the preparation of 2,3-bihydro-2,2-dimethyl-7-benzofuranol |
| US4794160A (en) * | 1985-11-25 | 1988-12-27 | General Electric Company | Crosslinkable polycyclic polycarbonate oligomers and method for their preparation |
| US4972039A (en) * | 1985-11-25 | 1990-11-20 | General Electric Company | Process of crosslinking polycyclic oligomer from tetraphenal |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3929837A (en) * | 1971-11-08 | 1975-12-30 | Ici Australia Ltd | 2,3-Dihydro-2,2-dimethyl-7-isopropyl benzofuran and 2-(2,3-dihydro-2,2-dimethyl-7-benzofuranyl)isopropyl hydroperoxide |
| CH619917A5 (en) * | 1975-12-17 | 1980-10-31 | Nii R I Latexnykh Izdely | Process for the preparation of 2,2'-methylene- or 2,2'-ethylidinebis(4,6-dialkylphenols) or of 2,2'-methylenebis(4-methyl-6-cyclohexylphenol). |
| FR2470768A1 (fr) * | 1979-12-07 | 1981-06-12 | Rhone Poulenc Agrochimie | Procede de preparation de derives de benzofuranne |
| ZA825015B (en) * | 1981-07-31 | 1983-04-27 | Union Carbide Corp | Process for the preparation of carbofuran |
-
1984
- 1984-04-16 IL IL71560A patent/IL71560A0/xx unknown
- 1984-04-16 EP EP84200538A patent/EP0127208A1/en not_active Withdrawn
- 1984-04-17 NO NO841530A patent/NO841530L/no unknown
- 1984-04-17 DK DK197484A patent/DK197484A/da unknown
- 1984-04-18 ES ES532166A patent/ES8603452A1/es not_active Expired
- 1984-04-18 AU AU27058/84A patent/AU2705884A/en not_active Abandoned
- 1984-04-19 CA CA 452374 patent/CA1223605C/en not_active Expired
- 1984-04-19 US US06/602,215 patent/US4564691A/en not_active Expired - Fee Related
- 1984-04-20 SU SU843732812A patent/SU1375134A3/ru active
-
1985
- 1985-12-12 CA CA000497548A patent/CA1223605A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| EP0127208A1 (en) | 1984-12-05 |
| DK197484D0 (da) | 1984-04-17 |
| NO841530L (no) | 1984-10-23 |
| CA1223605A (en) | 1987-06-30 |
| ES532166A0 (es) | 1985-12-16 |
| CA1223605C (en) | 1987-06-30 |
| ES8603452A1 (es) | 1985-12-16 |
| SU1375134A3 (ru) | 1988-02-15 |
| IL71560A0 (en) | 1984-07-31 |
| AU2705884A (en) | 1984-10-25 |
| US4564691A (en) | 1986-01-14 |
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